(3R)-Quinuclidin-3-ol

Basic Information

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CAS Number

25333-42-0

Molecular Formula

C7H13NO

Molecular Weight

127.19 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Physical State

Solid

Melting Point

217-224 ºC

Boiling Point

120 ºC (27 mmHg)

Water Solubility

100 g/100 mL

Flash Point

Refractive Index

1.4830 (estimate)

Specific Rotation

-44.5 º (c=3, 1N HCl)

SMILES

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C1CN2CCC1C(C2)O

InChI

InChI=1S/C7H13NO/c9-7-5-8-3-1-6(7)2-4-8/h6-7,9H,1-5H2/t7-/m0/s1

InChIKey

IVLICPVPXWEGCA-ZETCQYMHSA-N

LogP

0.0728999999999998

Topological Polar Surface Area

23.47 Å²

Hydrogen Bond Donor/Acceptor

1 / 2

Complexity

108

Safety Information

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Hazard Statement

H228 Flammable solid
Flammable solids

H314 Causes severe skin burns and eye damage
Skin corrosion/irritation

Synonyms & References

English

3-(R)-Hydroxy-quinuclidine
(R)-(3)-quinuclidinol
(3R)-1-azabicyclo[2.2.2]octan-3-ol
3-(R)-quinuclidinol
3-Quinuclidinol, (-)-
IVLICPVPXWEGCA-ZETCQYMHSA-N
AS-11397
3-QUINUCLIDINOL L-FORM [MI]
(R) -quinuclidin-3-ol
SCHEMBL71473
A5118
3-Quinuclidinol l-form
(3R)-1-Azabicyclo[2.2.2]octan-3-ol ((3R)-3-Quinuclidinol)
MFCD00211251
(R)-3-QUINUCLIDINOL
BCP10791
AC-4632
l-3-Quinuclidinol
(R)-(-)-1-AZABICYCLO(2.2.2)OCTAN-3-OL
R-(-)-3-Hydroxy-1-azabicyclo[2.2.2]octane
DTXSID50179977
1-Azabicyclo[2.2.2]octan-3-ol, (3R)-
(R)-3-Quinuclidol
AKOS005255229
(3R)-(-)-quinuclidin-3-ol
1-AZABICYCLO(2.2.2)OCTAN-3-OL, (3R)-
EINECS 246-857-6
(R)-(-)-1-Azabicyclo[2.2.2]octan-3-ol
(1S,3R,4S)-quinuclidin-3-ol
3-Quinuclidinol R isomer
Q-101002

MDL Number

MFCD00211251

Customs Code

2933990090

FAQ

What are the physical and chemical properties of (3R)-Quinuclidin-3-ol (CAS: 25333-42-0)?

(3R)-Quinuclidin-3-ol (CAS: 25333-42-0) is a colorless or white crystalline solid with a molecular weight of 115.17 g/mol. It is moderately soluble in water and more soluble in organic solvents. This compound is known for its basic nature and reactivity towards acidic compounds. It is less reactive than other amines but can form stable complexes with metal ions.

How is (3R)-Quinuclidin-3-ol (CAS: 25333-42-0) typically synthesized?

(3R)-Quinuclidin-3-ol (CAS: 25333-42-0) can be synthesized via the reduction of (3R)-quinuclidine-3-one using sodium borohydride or lithium aluminium hydride. Another method involves the condensation of methyl glyoxylate and 3,3-dimethyl-1-azabicyclo[2.2.1]heptane followed by an acid-catalyzed hydrolysis. Yield and selectivity can be optimized by adjusting the conditions.

What industries use (3R)-Quinuclidin-3-ol (CAS: 25333-42-0)?

(3R)-Quinuclidin-3-ol (CAS: 25333-42-0) is primarily used in the pharmaceutical industry as an intermediate for the synthesis of various drugs. It is also utilized in the polymer industry as a modifier and in the sensor industry for its unique reactivity. Its potential applications in semiconductors and other advanced technologies are also being explored.

What precautions should be taken when handling (3R)-Quinuclidin-3-ol (CAS: 25333-42-0)?

When handling (3R)-Quinuclidin-3-ol (CAS: 25333-42-0), it is important to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. This compound should be handled in a well-ventilated area or a fume hood. Spills should be cleaned up carefully, and the material safety data sheet (MSDS) should be consulted for detailed instructions. Proper disposal methods should be followed to ensure environmental safety.